Dynamic combinatorial development of a neutral synthetic receptor that binds sulfate with nanomolar affinity in aqueous solution

被引:61
作者
Rodriguez-Docampo, Zaida [2 ]
Eugenieva-Ilieva, Eugenia [1 ]
Reyheller, Carsten [1 ]
Belenguer, Ana M. [2 ]
Kubik, Stefan [1 ]
Otto, Sijbren [3 ]
机构
[1] Tech Univ Kaiserslautern, Fachbereich Chem Organ Chem, D-67663 Kaiserslautern, Germany
[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
[3] Univ Groningen, Stratingh Inst, Ctr Syst Chem, NL-9747 AG Groningen, Netherlands
基金
英国工程与自然科学研究理事会;
关键词
ANION-BINDING; SUPRAMOLECULAR CHEMISTRY; MOLECULAR RECOGNITION; HOST-GUEST; COMPLEXATION; ACID; LIBRARIES; SUBUNITS; LIGAND;
D O I
10.1039/c1cc13451e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Using dynamic combinatorial disulfide chemistry we have developed a new generation of neutral synthetic receptors for anions, based on a macrobicyclic peptide structure. These receptors show an exceptional affinity and selectivity for sulfate ions in aqueous solution [log K-a = 8.67 in 41 mol%( 67 volume%) acetonitrile in water]. The high affinity depends on a delicate balance between rigidity and flexibility in the structure of the receptor.
引用
收藏
页码:9798 / 9800
页数:3
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